Vacation Rentals & Condos in Grand Cayman

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214 condos

SMB-Grand 32. Beachside condo with pool. Remote work from Paradise.

Seven Mile Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 34 minutes

Price per night from

$342

2 BR MoonLight Kai condo at Kaibo Yacht Club, ph.2

Rum Point apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Paradise” We stayed at MoodLight Kai condo the first week of april 2014. It was a magical experience being in Cayman Island for the first time. The condo is very modern and comfortable with a beautiful beach view right from the living room couch. There was no excessive noise or biting insects, the beach is very close and if you are feeling too lazy to go anywhere you can just lounge on the beach in front of the condo or soak in the jacuzzi. We had an excellent time and would definitely go back for another family vacation.

Price per night from

$287

Laguna del Mar: Prime Seven Mile Beach location ground floor beachfront

Seven Mile Beach condo

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$1,200

"A Mid-Winter Night's Dream" Grand Cayman Oceanfront, Quiet, Secluded, Rum Point

North Side apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Loved it” We loved the Rum Point area. The condo was clean. Pool area was clean. We enjoyed the area enough for us to do. When we wanted to do more drove 45 minutes to Seven Mile Beach. Just a great location

Price per night from

$281

KiToCay: Modern Beach House w/Over-the-Water Sun Deck & Private Beach Lot

North Side house

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 2 hours 23 minutes

Price per night from

$453

Coconut Beach: Rum Point Beach House w/Pool, Beach Cabana, & Spectacular

Rum Point house

5 bedrooms / 5 bathrooms / sleeps 12

Responds fast! avg. 2 hours 23 minutes

Price per night from

$945

Suncoast # 4

Bodden Town apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$144

2 BR condo on Seven Mile Beach with ocean views

Seven Mile Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$344

Sea Beauty: Island Cottage w/ Free Kayak & Pristine Private Beach Lot w/Hammock

East End house

2 bedrooms / 2 bathrooms / sleeps 6

“Beautiful, peaceful, relaxation!” My wife and I stayed at Sea Beauty last month with our son, his wife and our 14 year old grandson. Owners Cathy and Jerry Frazier met us at the door with the keys and gave us a complete walk-thru and instructions for the house. Nothing was left to be desired at Sea Beauty. It has been completely remodeled and appointed with only the best, leaving nothing to be needed. Sea Beauty is an ideal location, about 20 minutes to the shops and restaurants of George Town and 20 minutes to our favorite place on the island,Rum Point on the north side. The best part of Sea Beauty is its 300 feet of private beach with great snorkeling and swimming, and especially the hammocks under the sea grape trees,always in the shade overlooking the white sandy beach. This has to be one of the most relaxing, beautiful places anywhere! Also, it is only about 20 minutes to a full-service grocery store and five minutes to two nice restaurants, especially The Lighthouse, less than two miles away. We can't say enough about this beautiful home, renovated in the classic Cayman cottage style, and the helpfulness of Jerry and Cathy. They even supplied us with cell phones with pre-programmed phone numbers for certain services. We will certainly be returning to this beautiful paradise!

Responds fast! avg. 2 hours 23 minutes

Price per night from

$287

Gorgeous Beachfront Villa, Azure Breeze #5

North Side villa

3 bedrooms / 2 bathrooms / sleeps 6

“What We Were Hoping It Would Be” No, really, we were hoping there would be oregano -- there was. We were hoping the knives would be sharp and that the dishwasher really washed dishes -- yup. We were hoping you really could snorkel out the back door and see fish you've only seen on TV and in aquariums -- absolutely. What we couldn't have hoped: that the cable would be wonky, I'd send an email, and ten minutes later the owner would call me personally to walk me through fixing it. That on a day too windy to go in the water, there would be so many things to do on the island (turtles, hikes, eating and eating and eating) that we wouldn't even care. Hopes exceeded. Such a great place to stay. Such a great owner. Clearly this is not a money-making investment. This is their second home that they let a few other lucky people use. I hope they rent this property as much as they can but always save some time for us.

Price per night from

$453

Villa Caymanas: Caribbean Villa w/ Fabulous Snorkeling, Pool, & Panoramic

Old Man Bay house

4 bedrooms / 5 bathrooms / sleeps 8

“A perfect vacation!” The second spring time vacation we had at villa caymanas. When arriving, the view entering the front door blows me away each time I arrive. Property is well maintained and everything was super clean. Private ocean side back yard made it great for relaxing. House has everything you need and some extras. We drove most days to Rum Point Beach( 10 minute drive) to relax, great beach. Spent a few days never leaving the property as we grilled fish we bought from local fisherman at the docks. With the big group we had, the villa suited us perfectly as there was plenty of room inside and out. I liked best the privacy and location of the house, we enjoy getting away from it all and this place gave us that. Worst part about the house is saying good bye.

Responds fast! avg. 2 hours 23 minutes

Price per night from

$630

Cayman Beachfront at 22 Villas Pappagallo

West Bay apartment

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$269

Starboard Kai Beachfront Home with Great Beach Location at Rum Point, Cayman Kai

Rum Point house

2 bedrooms / 3 bathrooms / sleeps 4

“Paradise Found” This was our first time to Grand Cayman Island. We were very excited to go as a family for the first time to the Caribbean. We usually like to vacation at destinations that are not too “touristy” so we decided to stay away from the seven mile beach strip, since we heard that was very busy. We are so grateful that we found this wonderful townhome at Rum Point. Starboard Kai was very tastefully decorated, really clean and very well stocked. They even had a complimentary water cooler for us which were so helpful. They had three kayaks with life jackets, bikes (which we never got a chance to use), laundry in the unit (just make sure you bring your own HE laundry detergent), dvd player (I am not sure if we saw any dvds, but we hardly watched any TV since were had full days), coffee maker, spices, pool towels, beach toys. The only thing we needed was food, that’s how well stocked this place was. It was so nice to be right across from a Rum Point where our boys could play in the water, without worrying about waves. The location is superb, since you have the beach right in front of the condo and the beautiful bioluminescent bay in the back. It was so nice to lounge in the lanai and see the bay. From the living room and office you had nice views of the ocean of Rum Point. Many beautiful parrots, roosters and iguanas to see here, which was really neat! We did venture towards Seven mile beach and other areas of interest but wished we had just spent more time at our home base Starboard Kai. We checked out all the top beaches on the island and found our location to be #1. Janice the owner was a delight to work with; she really goes above and beyond to accommodate her guests. We also found Bob Wagner, the property manager very helpful as well. They truly excel in customer service and were very responsive to any issue we had. We loved going to the recommended restaurants. Loved our day at Sting Ray city, with Red Sail Sports which to sign up is right across the street and leaves from Rum Point’s pier. We really liked the blue iguana sanctuary nearby. We also have great memories of feeding the ‘Pirate’ Frigate birds at Tukka, a restaurant on the east end. Going to get sticky toffee pudding and seeing the Tarpons at Calypso Grill was fantastic as well. Would highly recommend this to others and have. When we got back we showed my friends and family and were amazed how beautiful everything was. Hoping to go back soon!

Price per night from

$458

Just For Fun: Beach Bungalow on Glowing Bio-Luminescent Bay w/ Private Pool

Rum Point house

3 bedrooms / 2 bathrooms / sleeps 6

“Great Cayman Experience!!” We just finished our 1-week vacation at Just For Fun. The cute cottage certainly lived up to our expectations. Our family cooks three meals a day at home. The kitchen and new grilling area work perfectly. The kitchen has lots of extras that make cooking anything from a quick breakfast to a gourmet meal a breeze. Plus the wet bar with the wine fridge makes for a great flow of traffic. The outside area, with a pool, deck and a screened in porch is perfect. We ate every meal outside, either in the shade or by the pool. Plus there is a cute thatched hut with 4 showers in it for that quick rinse off after a swim in the ocean or a dive. This cottage would really be perfect for a locals getaway to the North Side. It has a great dock and it is very quiet. We will be back, Steve

Responds fast! avg. 2 hours 23 minutes

Price per night from

$567

Great Location & Value! 7mile Beach Condo next to a Resort Hotel!

Seven Mile Beach apartment

2 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$686

Queen Room + Bath (Hibiscus Room)

George Town villa

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$155

Kai Tana: Cozy Rum Point Cottage on Wide Sandy Beach w/ Awesome Snorkeling!

Rum Point house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 23 minutes

Price per night from

$453

Tiki House Grand Cayman, Seven Mile Beach Area

West Bay house

4 bedrooms / 2 bathrooms / sleeps 6

“Best girls' beach trip ever” This was my second time staying at Tiki House and the experience was wonderful both times. Everything one could possibly need in a vacation home is provided and just down the street is an enormous grocery store where one could buy all the fixings for any in-home meal. Especially nice is the lanai covered with bougainvillea. Great for morning coffee or afternoon cocktails. (There is even an outdoor shower for cleaning off after a day at the beach.) The location is excellent with the beach literally only a 45 second to 1 minute walk. Walking another 30 seconds brings you to a fabulous restaurant, Alfresco, which is great outdoor Italian and seafood dining (especially at sunset.) Being on the west side, the view of sunset is breathtaking.The entire 5 days I stayed were totally relaxing and part of that is due to the accommodations at Tiki House and its location.

Price per night from

$573

Kaibo Phase 2 - A4, Grand Cayman

Rum Point apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Perfect vacation” My husband and I spent a week in this condo and found it to be perfect for us. It is very clean with nice linen and a well equipped kitchen. The location is great for walking around Kaibo. It is on a sandy beach with a restaurant right next door. We will definitely return to this spot. The beach is not good for swimming but there is a pool and hot tub. There is a beach within walking distance that is good for swimming.

Responds fast! avg. 2 hours 20 minutes

Price per night from

$229

Sea Breeze, a luxury SMB beachfront condo

Seven Mile Beach apartment

4 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$3,435

Parrot Penthouse Seven Mile Beach - Boggy Sands Club

Seven Mile Beach condo

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 3 hours 52 minutes

Price per night from

$2,289

Coconut Cottage

Bodden Town cottage

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$573

Starfish Boggy Sands Club - Seven Mile Beach

Seven Mile Beach condo

4 bedrooms / 4 bathrooms / sleeps 10

“Best Family Vacation Ever!” We came to Grand Cayman to scuba dive as a family. Our condo was a wonderful place to relax after our dive trips because of its proximity to the beach and the pool. Boggy Sands Beach Club is within walking distance of some great local food. Heritage Kitchen, ALFresco, and Calico Bar. The owner Morne Botes was attentive to all of our needs and great to work with. We highly recommend this place and hope to return very soon.

Responds fast! avg. 3 hours 52 minutes

Price per night from

$2,289

Fingertip: Gorgeous Waterfront Villa in Cayman Kai w/Private Beachfront!

Rum Point house

3 bedrooms / 3 bathrooms / sleeps 6

“Great Stay!” Stayed at Fingertip with my family of four and parents. The house was clean, comfortable, and perfect for the six of us! Thanks for the memories!!

Responds fast! avg. 2 hours 23 minutes

Price per night from

$796

Oceanfront Ground Floor 2 bedroom 2 bathroom sleeps 4-6

North Side condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$457

Great Escape: Serene Cove Villa in the Quiet Neighborhood of Cayman Kai with

Rum Point house

4 bedrooms / 3 bathrooms / sleeps 10

“Best. Vacation. Ever. Amazing. Beautiful. Relaxing.” Great Escape is a beautiful home in the perfect location. A truly luxurious property with an amazing pool and a short walk to Rum Point Beach, which is fantastic. I can't say enough about the house, the pool, the beach, the island. It truly was a perfect vacation. Although it is a drive to the other side of the island, we preferred the relaxing, quiet and island feel of Cayman Kai. The photos of Great Escape are very accurate except honestly I think the pool is bigger than it looks in the photos. Grand Cayman Villas handled our reservation in a professional, timely and courteous manner. They answered all of my questions promptly. They provided lots of information about the island, the property, restaurants, car rentals, etc. Upon arrival there were a couple minor issues (not worth mentioning) but the Villa Manager answered my call immediately and things were taken care of within 20 minutes. The owners of the property were a pleasure to deal with as well. We received an email from them before our stay with helpful information about the property and the island. We spoke by phone and met in person briefly on arrival. They were nothing but helpful and friendly. Highly recommend Great Escape and Grand Cayman Villas. It might be a few years but we will definitely be back.

Responds fast! avg. 2 hours 23 minutes

Price per night from

$796

Castaway Cove: Tropical Beachfront Villa with Superb Snorkeling and Coastal

North Side house

4 bedrooms / 3 bathrooms / sleeps 10

“A Family Vacation to Remember forever” We had an amazing stay at Castaway Cove. It is the location to be when visiting Grand Cayman if you don't want to be by the tourists and busy 7 mile beach. The weather was amazing and the beach was great. My kids loved snorkeling off the pier. The house was completely stocked and the serenity and peace of the totally private beach house was amazing.

Responds fast! avg. 2 hours 23 minutes

Price per night from

$487

Cayman Conch Quest Beachfront Condo in Rum Point

North Side apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Great Condo to Rent” We would agree with all of the positive reviews for this condo. We stayed a week in early January. The condo is very comfortable; it is actually even nicer than the pictures. This condo is extremely clean and well maintained. The beds are very comfortable; there are plenty of beach towels, bath towels and linens. There is a TV ( gets all kinds of channels) stereo, Ipod docking; DVD player- more than you need. The artwork in the condo is very nice. The screened in lanai is great for meals and to just watch the ocean. The pool is clean. The complex is small and is kept immaculate by the management company. It was windy the week we were there so we were not able to swim/snorkel out front. Loved having the beach chairs,mats,bags and cooler to use. Bob replyed to all of my emails thoroughly and quickly. There is detailed information Bob emails to you and there are 2 notebooks of information at the condo. It is very quiet and peaceful. The drive is approx 40 minutes from the airport. Bob recommended Marshall's car rental and we found them to be great. This was our first trip to Grand Cayman. We would without a doubt recommend this condo.

Price per night from

$201

Sea Cove: Cayman Kai Villa w/ Private Dock & Waterfront Sun Deck for

Rum Point house

2 bedrooms / 2 bathrooms / sleeps 6

“Great vacation!” There were 4 of us - 2 couples - and the house was great! There were many activities near the house and the 7 mile area is only a drive away. The beach was great, very secluded!

Responds fast! avg. 2 hours 23 minutes

Price per night from

$395

Cayman - SAND at Crescent Beach - Luxurious Tranquility

East End apartment

3 bedrooms / 3 bathrooms / sleeps 7

Price per night from

$344

Babylon Reef: Recently Renovated Villa with Backyard Snorkeling and a Crystal

North Side house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 23 minutes

Price per night from

$602

Luxury Condo #2 on Boggy Sand Road-Garden Level

Seven Mile Beach apartment

3 bedrooms / 1 bathroom / sleeps 4

Price per night from

$515

Ocean front Villa Grand Cayman

West Bay villa

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$441

Cayman Reef Resort #33 - Personal Lanai Overlooking Beach & Ocean

Seven Mile Beach apartment

1 bedroom / 1 bathroom / sleeps 4

“Wonderful Stay, Beautiful Condo and Grounds, Easy to Work With” Condo is beautiful and exactly as described in the listing and in all communications with Marc. Very close to beach and water. Even closer than looks in pictures. Literally few steps out the door. Also close walk to great restaurants, stores and Camana Bay. Unit well equipped with towels, umbrella. Beach is gorgeous with beautiful turquoise warm water. Pool and grounds immaculate. Well maintained. Pretty landscaping. Enjoyed the screened porch with ceiling fan for morning coffee. Most gorgeous sunsets on the island right outside of the door. Marc was easy to work with ..... from the time of booking and throughout our stay. He touched base by email and phone upon our arrival to ensure we were doing ok. We would not hesitate to book again .... amazing experience.

Price per night from

$567

Beautiful White Sandy Beach. Specials: Stay 7 nights pay only for 6 nights

North Side house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$453

Addison & Lee Cayman Villa

George Town villa

6 bedrooms / 6 bathrooms / sleeps 14

Price per night from

$1,203

Hidden Cove: Family Hideaway w/Free Kayaks & Bikes, Private Pool and Dock

Rum Point house

6 bedrooms / 5 bathrooms / sleeps 12

“Beautiful house/location...but erroneous charges from owner not” This is a truly wonderful vacation rental...beautifully decorated and well situated in the cove allowing both privacy and easy access to the ocean. We had a large group and I can easily say we all agreed it was a magical spot worth returning to...especially given the bioluminescene right in our cove which we enjoyed every night! Our other concern was access to the grocery store which turned out to be a shorter drive than expected (maybe 20 mins). All was well until we checked out and the owners slammed us with erroneous charges for missing items! We were never given an innitial inventory, yet we received a massive bill and automatic charge from the owner. They even charged us for items they admitted were missing before we arrived. It was a ridiculous ending to a wonderful trip and it left us all with a bitter taste in our mouths. If you're a strong negotiator, perhaps this rental is worth your trouble.I would certainly recommend getting an inventory pre-visit and writing into the contract that you would only be held accountable for those items listed.

Responds fast! avg. 2 hours 23 minutes

Price per night from

$911

Cayman - SKY at Crescent Beach - Luxurious Tranquility

East End apartment

3 bedrooms / 3 bathrooms / sleeps 7

Price per night from

$344

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rentals in Grand Cayman

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About Grand Cayman

Grand Cayman, Little Cayman, and Cayman Brac are the three sister islands that make up the British Overseas Territory of the Cayman Islands. Best known for its slow easy pace of life and its natural beauty, the area of Grand Cayman certainly offers the paradise you've seen in the movies. When you first arrive here, get settled in your vacation rental and then head for the long stretch of soft white sand and calm blue water known as Seven Mile Beach. Take out a rental boat, go scuba diving, or just relax. And when you're ready to get away from the beach, head into the heart of George Town for an unforgettable dining experience.

Here are a few additional suggestions of things to do in Grand Cayman:

  • Diving: Grand Cayman offers some of the best diving opportunities in the Caribbean. For real adventure, go wreck diving from Cayman Brac or explore the Blood Bay Wall on Little Cayman.
  • Parasailing: Get a spectacular view of Grand Cayman from the sky above Seven Mile beach.
  • Surfing and snorkeling: These are just a few of the water sports you can sample on Seven Mile Beach. Equipment rentals are easy to find, or you can bring your own board, fins, snorkel, and mask.
  • Stingray City: You won't believe descriptions of the stingrays here until you see them. Enormous and gentle, fearless and bizarre, the creatures of Grand Cayman's best known attraction will eat squid right out of your hand as you snorkel among them.
  • Hiking and bird watching on Cayman Brac and Little Cayman: Hike the trails of the two smaller islands and take a pair of binoculars and a camera to capture your encounters with remarkable bird and iguana species.

Come to the Cayman Islands in November for the legendary Pirate Festival, or time your visit to run the Cayman Island Marathon or take part in the Cayman's Jazz fest. No matter when you arrive here, the local people will give you a warm welcome that will make you want to stay forever.

It's easy to move between the three islands, and getting around in George Town should present no problems since you can walk almost anywhere. Find a villa rental for the entire holiday season to see how Grand Cayman celebrates or find a condo near the beach and stay a week or two in the summer.

Top Destination reviews

Villa Bellagio
AWESOME TIME IN THE CAYMANS

We stayed at Bellagio. The villa was perfect for a family and friends of 9. The beach was our favorite place to hang out, as it was just outside our door. Close to two restaurants. Short walk or bike ride away. Snorkeling at Rum Point was wonderful. The villa provided bikes, a double kayak, and paddle boards. The villa was immaculate and very well maintained. Rum Point is a wonderful area. Would without hesitation rent this villa again.see more
SMB-Grand 32. Beachside condo with pool. Remote work from Paradise.
Amazing as always

Seventh time staying here and it was amazing as always. Unit is clean, well equipped and has everything you need for a great Cayman adventure. Can’t wait to go back soon! … see more
Rum Sands
Absolutely breath taking views

My husband and I stayed for 5 days and we couldn’t have found a better place to stay the views from the front and backyard are just beautiful. The cottage is perfect and has everything you would need. We will definitely be back again!! … see more
Beach condo with sunset view
Sunset Cove

Beautiful condo; Situated on 7 mile beach. As a first timer to Grand Cayman, the trip was booked solely on the condo as viewed online. We were not disappointed. Bill Newton, owner, has equipped the condo with all the 'tech' savvy items you could want. Alexa {?} controls the fan, lights, etc. Huge TV made teens happy...... The hot tub, pool with swim up bar and grill are great. The rock protected cove with access to the open water allows for snorkeling on a nearby reef. The city buses run all day--you just flag one down--pay $2.50 US and they let you off at your destination.see more
Suncoast # 4
SUNCOAST#4 BODDENTOWN

Absolutely perfect property. Fully equipped with all necessary household items, clean and wonderful neighborhood. Would definitely recommend you stay here over anywhere else on the island. Wake up to amazing views and go to bed to soothing sounds of the sea. No one around to bother you; you have full privacy in this apartment . 15 min drive to Foster IGA grocery store, liquor store and fast food restaurants. Close to the lighthouse restaurant with great seafood. Public beach access 10 min away, Crystal Caves, Rum point, Queens botanical, Pedro St. James Castle all within 20-25 min radius. First time not booking a hotel on our vacation and this property went above and beyond our expectations. The host, Clyde, was very quick to respond to any questions we had. If you want an authentic Caymanian experience, stay at Suncoast. All towels provided, washer/dryer, blow dryer, beach towels, sunscreen and bug repellent. Many thanks to Clyde and Winsome.see more
Cayman Reef Resort #33 - Personal Lanai Overlooking Beach & Ocean
Perfect location

We have stayed in a lot of rentals and this one was by far the best equipped, there wasn’t anything we could find that wasn’t there,it felt like they tried to think of everything you would need The location was perfect, right on the beach and close to all amenities , you could walk everywhere Totally enjoyed ourselvessee more

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